𝔖 Bobbio Scriptorium
✦   LIBER   ✦

Theoretical calculations on the mechanisms of the gas-phase elimination kinetics of 2-chloro-1-phenylethane, 3-chloro-1-phenylpropane, 4-chloro-1-phenylbutane, 5-chloro-1-phenylpentane, and their corresponding chloroalkanes: The effect of the phenyl ring

✍ Scribed by Alexis Maldonado; Jose R. Mora; Simon J. Subero; Marcos Loroño; Tania Cordova; Gabriel Chuchani

Publisher
John Wiley and Sons
Year
2011
Tongue
English
Weight
327 KB
Volume
43
Category
Article
ISSN
0538-8066

No coin nor oath required. For personal study only.

✦ Synopsis

Abstract

The kinetics and mechanisms of the dehydrochlorination of 2‐chloro‐1‐ phenylethane, 3‐chloro‐1‐phenylpropane, 4‐chloro‐1‐phenylbutane, 5‐chloro‐1‐phenylpentane, and their corresponding chloroalkanes were examined by means of electronic structure calculation using density functional theory methods B3LYP/6–31G(d,p), B3LYP/6–31++G(d,p), MPW1PW91/6–31G(d,p), MPW1PW91/6–31++G(d,p), PBEPBE/6–31G(d,p), and PBEPBE/6–31++G(d,p). The potential energy surface was investigated for the minimum energy path. Calculated enthalpies and energies of activation are in good agreement with experimental values using the MPW1PW91 and B3LYP methods. The transition state of these reactions is a four‐centered cyclic structure. The reported experimental results proposing neighboring group participation by the phenyl group was not supported by theoretical calculations. The rate‐determining process in these reactions is the breaking of ClC bond. The reactions are described as concerted moderately polar and nonsynchronous. © 2011 Wiley Peiodicals, Inc. Int J Chem Kinet 43: 292–302, 2011

📜 SIMILAR VOLUMES

The kinetics and mechanisms of the gas p
The kinetics and mechanisms of the gas phase elimination of 4-(methylthio)-1-butyl acetate and 1-chloro-4-(methylthio)-butane
✍ Gabriel Chuchani; Ignacio Martin; Rosa M. Dominguez 📂 Article 📅 1987 🏛 John Wiley and Sons 🌐 English ⚖ 351 KB

The gas phase elimination of 4-(methylthio)-l-butyl acetate and l-chloro-4-(methy1thio)-butane has been investigated in a seasoned, static reaction vessel over the temperature range of 310dlO"C and the pressure range of 46-193 Torr. The presence of the inhibitors pmpene, cyclohexene, andior toluene

The synthesis of 7-chloro-1-methyl-5-phe
The synthesis of 7-chloro-1-methyl-5-phenyl-1, 3-dihydro-2H-1,4-benzodiazepin-2-one-5-14C and 7-nitro-1-methyl-5-(2′-fluorophenyl)-1, 3-dihydro-2H-1,4-benzodiazepin-2-one-5-14C
✍ H. H. Kaegi; W. Burger; C. J. Bader 📂 Article 📅 1982 🏛 John Wiley and Sons 🌐 French ⚖ 393 KB 👁 1 views

## Abstract Two benzodiazepines, Diazepam and Flunitrazepam, labeled with carbon‐14 in position 5 of the diazepine ring have been synthesized. Use of a condensation between iminochlorides and ^14^C‐benzonitriles, followed by exhaustive methylation of the resulting quinazolines and hydrolyses is des

Preparation of a new chiral stationary p
Preparation of a new chiral stationary phase for HPLC based on the (R)- 1-phenyl-2-(4-methylphenyl)ethylamine amide derivative of (S)-valine and 2-chloro-3,5-dinitrobenzoic acid: Enantioseparation of amino acid derivatives and pyrethroid insecticides
✍ Xulin Tan; Shicong Hou; Jingli Jiang; Min Wang 📂 Article 📅 2007 🏛 John Wiley and Sons 🌐 English ⚖ 456 KB 👁 1 views

## Abstract A novel chiral stationary phase (CSP) for HPLC was prepared by bonding (__R__)‐1‐phenyl‐2‐(4‐methylphenyl)ethylamine amide derivative of (__S__)‐valine to aminopropyl silica gel through a 2‐amino‐3,5‐dinitro‐1‐carboxamido‐benzene unit. The CSP was used for the separation of some amino a